Housatonic Vacation Rentals from $120: Search Short-Term Rentals

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Our top choices for Housatonic vacation rentals

A kitchen with white shelves containing various kitchenware, a kettle, and a window with a view of trees and a building outside.

1. Sweet Cozy Victorian in Housatonic. Close to everything.

Housatonic

Peter S.

$286 nightly

Sep 1 - Sep 2

Total with taxes and fees

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

2. Berkshire Mountain Lodge

Pittsfield

Robert

$108 nightly

Oct 1 - Oct 2

Total with taxes and fees

A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

3. Cozy 1-bedroom studio in serene Great Barrington with AC

Great Barrington

bob i.

$148 nightly

Sep 7 - Sep 8

Total with taxes and fees

A staircase leading to a second floor, a living room with a sofa, and a kitchen area.

4. Cozy Riverside Berkshires Retreat

Great Barrington

Colin E.

$270 nightly

Sep 8 - Sep 9

Total with taxes and fees

A sandy beach with a lake and forest in the background.

5. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Great Barrington

Kristin O.

$297 nightly

Sep 14 - Sep 15

Total with taxes and fees

A modern kitchen with a central island, wooden beams, and a view to the outdoors.

6. Home in Great Barrington

Great Barrington

HEATHER G.

$366 nightly

Sep 1 - Sep 2

Total with taxes and fees

A bedroom with a brick fireplace, wooden beams, a bed with white bedding, and a wall-mounted picture.

7. Cozy. Clean. Free bagel shop. 3 Fireplaces.

Great Barrington

Mary R.

$496 nightly

Sep 14 - Sep 15

Total with taxes and fees

A living room with a brown leather sofa, two grey armchairs, a glass coffee table, and a wooden side table with a lamp.

8. stylish Berkshires Retreat

Lee

$361 nightly

Sep 14 - Sep 15

Total with taxes and fees

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

9. Micosta Leisure Inn

Hudson

Andrea

$136 nightly

Sep 1 - Sep 2

Total with taxes and fees

A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

10. The Brooks Motel: Exceptional Suite

Hillsdale

Joan

$172 nightly

Sep 1 - Sep 2

Total with taxes and fees

A spacious living room with a sectional sofa, a coffee table, and a dining area with a table and chairs. There is a large window providing a view of the outdoors.

11. Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Great Barrington

Rebecca K.

$1,187 nightly

Sep 1 - Sep 2

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

12. NEW RENO - Chalet-style farm loft near Tanglewood

New Lebanon

Varun M.

$206 nightly

Sep 2 - Sep 3

Total with taxes and fees

A spacious cabin with large windows, a gray sofa, and a wooden ceiling.

13. Treetop Hideaway in Tyringham

Monterey

"We had coordinated an early check-in, but when we arrived, the house hadn’t been cleaned yet which was a miscommunication. I reached out to Catherine and she promptly responded and got the cleaners RIGHT over. The house was spotless and in wonderful condition for the rest of our stay, and it was dealt with very quickly and wonderfully. Would definitely stay again. The house was great for our girls trip. Also the beds are very comfortable!! "

Samantha G.

$551 nightly

Sep 21 - Sep 22

Total with taxes and fees

A two-story house with a front porch, surrounded by a garden with various plants and rocks.

14. Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Stockbridge

Anonymous traveler

$766 nightly

Sep 28 - Sep 29

Total with taxes and fees

A spacious bedroom with a four-poster bed, a large window, and a view of the outdoors.

15. Stylish Mid-century Modern Berkshires Cape

Lee

H B.

$781 nightly

Sep 3 - Sep 4

Total with taxes and fees

A camping setup with a metal chair and a table by a river in a forest.

16. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Chatham

Jen R.

$307 nightly

Sep 20 - Sep 21

Total with taxes and fees

17. The Brooks Motel: Exceptional Suite

Hillsdale

Deidre H.

$181 nightly

Sep 1 - Sep 2

Total with taxes and fees

A wooden deck with a staircase leading to a covered porch area.

18. All comforts of home

Hudson

Georgine

$118 nightly

Sep 6 - Sep 7

Total with taxes and fees

A modern kitchen with a dining area, a large window, and a view of the outdoors.

19. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Lenox

$286 nightly

Sep 3 - Sep 4

Total with taxes and fees

An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

20. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

$465 nightly

Sep 22 - Sep 23

Total with taxes and fees

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Top Housatonic Hotel Reviews

Berkshire Mountain Lodge

8/10 Good

"Best buy in the area during the high season. Spacious room and great location. Only negative is that property is a bit dated but recent renovations have been made."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"We had a fantastic stay at the Black Swan Inn in Lee, MA. Our room was incredibly clean, comfortable, and featured a beautiful view of the lake. Both check-in and check-out were completely hassle-free .A special shoutout goes to Carrie, the breakfast attendant! The breakfast area was exceptionally clean and well-stocked thanks to her hard work. Carrie was not only helpful, pleasant, and polite, but she also worked tirelessly to ensure all food items were fresh and fully available. Her excellent service truly made our mornings. We highly recommend this inn!"

Quality Inn Lee - Lenox South

8/10 Good

"Very nice and clean motel...better than I thought it would be, so we felt a lot better about staying there. We were a bit disappointed about the breakfast portion of the day so went out for brunch instead. The breakfast sandwiches weren't that great and not many tables to sit at. But overall, the rooms and bathrooms were very clean and modern."

Find out more about Housatonic

Everything you need to know about Housatonic vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Housatonic vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Housatonic vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Housatonic vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Housatonic. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Housatonic in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $120 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Housatonic rentals

At Expedia, we put the best Housatonic vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Housatonic rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Housatonic vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Housatonic. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Housatonic?

Yes, there are vacation rentals near the most popular local attractions in Housatonic, or you can choose a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Housatonic?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: Visitors like this Housatonic vacation home rental. It is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Housatonic?

Expedia has 12 vacation rentals for your stay in Housatonic.

What’s there to see and do in Housatonic?

While exploring the area, visit family-friendly sights like Bousquet Ski Area, or get outside and enjoy nature at Housatonic River. Norman Rockwell Museum and Berkshire Botanical Garden are a couple of places you'll find in the larger area.

What’s a vacation rental in Housatonic like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Housatonic. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips.

Housatonic Vacation Rentals

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Check prices for these dates

Our top choices for Housatonic vacation rentals

1. Sweet Cozy Victorian in Housatonic. Close to everything.

2. Berkshire Mountain Lodge

3. Cozy 1-bedroom studio in serene Great Barrington with AC

4. Cozy Riverside Berkshires Retreat

5. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

6. Home in Great Barrington

7. Cozy. Clean. Free bagel shop. 3 Fireplaces.

8. stylish Berkshires Retreat

9. Micosta Leisure Inn

10. The Brooks Motel: Exceptional Suite

11. Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

12. NEW RENO - Chalet-style farm loft near Tanglewood

13. Treetop Hideaway in Tyringham

14. Walk into town, soak up sun on enclosed porch & steps away from nature trails!

15. Stylish Mid-century Modern Berkshires Cape

16. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

17. The Brooks Motel: Exceptional Suite

18. All comforts of home

19. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

20. Cheerful 3-bedroom cottage with woodstove

Find vacation rentals that suit your style

Top Housatonic Hotel Reviews

Berkshire Mountain Lodge

Find out more about Housatonic

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